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Uniform Sidearm Derivatisations in a Tetrapodal Pentaamine: Ligands with NN4 O4 Donor Sets, and a Bis(Ferrocenecarbaldehyde Aminal)

  • Christian Dietz , Frank W. Heinemann and Andreas Grohmann EMAIL logo
Published/Copyright: June 2, 2014
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Zeitschrift für Naturforschung B
From the journal Zeitschrift für Naturforschung B Volume 55 Issue 11

The tetrapodal pentaamine 2,6-C5H3N[CMe(CH2NH2)2]2 (pyN4, 1) readily reacts with four equivalents of 2-hydroxyphenyl-substituted carbonyl compounds, such as (i) 2-hydroxybenzaldehyde, (ii) 2,4-dihydroxybenzaldehyde, (iii) 3,5-di-rm-butyl-2-hydroxybenzaldehyde, and (iv) 2-hydroxyacetophenone, to give the corresponding Schiff base derivatives with N N 4O .1 donor sets (i: 2; ii: 3, iii: 4; iv: 5). With ligand 5, two transition metal complexes (M = Ni11 (6), Cu11 (7)) have been isolated, which are dinuclear and contain square-planar M(N2O2) units, linked by a pyridine-derived spacer whose nitrogen atom is uncoordinated. The reaction of 1 with ferrocenecarbaldehyde affords, under neutral conditions and irrespective of an excess of the aldehyde present, the bis(aminal) 8 as the major product, in which the two 1,3-propylenediamine subunits of 1 have condensed with two carbaldehyde moieties to give two 1,3-diazacyclohexane rings. All compounds have been characterised by IR spectroscopy and elemental analysis, as well as 1H and 13C NMR spectroscopy (except paramagnetic 7). The crystal structures of compounds 2, 6, 7, and 8 have been determined.

Keywords : Nonadentate Ligand; Schiff Base; Nickel
Received: 2000-7-28
Published Online: 2014-6-2
Published in Print: 2000-11-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Articles in the same Issue

  1. Generation of Bis[2,6-di(4-methoxy-phenyl)phenyl]plumbylene and its Insertion into n-Butyliodide to Give a Tetrahedral Triorganolead(IV) Iodide
  2. Tris[(triphenylphosphine)gold(I)]oxonium Dihydrogentrifluoride as the Product of an Attempted Preparation of [(Triphenylphosphine)gold(I)] Fluoride
  3. Crystal and Molecular Structures of the Functional Lithium Cyclopentadienides [Li(tmeda)][R2PCMe2C5H4], R = Ph, Me
  4. CD-Spectroscopic Investigations for the Determination of the Absolute Configuration of α-Alkylated 1,4-CycIohexanedione Derivatives
  5. Carbacylamidophosphates: Synthethis and Structure of N,N'-Tetramethyl-N''-p-chlorobenzoyIphosphoryltriamide and N,N'-Tetramethyl-NM-o-fluorobenzoylphosphoryltriamide
  6. The Hydrogen Bond Networks in Nicinquinium Salts
  7. Condensed [PtIn3/3] and [PtIn6/6] Units as Structural Motifs in ScPtln, TbPtln, and HoPtln
  8. Darstellung, 11B-, 13C-NMR- und Schwingungsspektren von Cs2[B6H5(p-C6H4(NO2))] und Cs2[B6H5(C6H3-l-(CH3)-5-(NO2))] sowie Kristallstruktur von (CH2Py2)[B6Cl5(p-C6H4(NO2))]·CH3CN / Preparation, 11B , 13C-NMR and Vibrational Spectra of Cs2[B6H5(p-C6H4(NO2))], Cs2[B6H5 (C6H3-1 -(CH3 )-5-(NO2))] and Crystal Structure of (CH2Py2)[B6Cl5(p-C6H4(NO2))]·CH3CN
  9. Uniform Sidearm Derivatisations in a Tetrapodal Pentaamine: Ligands with NN4 O4 Donor Sets, and a Bis(Ferrocenecarbaldehyde Aminal)
  10. Die Kristallstrukturen von Phenylen-1,4-bis(4-nitrophenylsulfonamid) und seines Dinatrium(tetramethanol-dihydrat)-Salzes / Interaction in Molecular Crystals, 161 [1, 2]. The Crystal Structures of Phenylene-1,4- bis(4-nitrophenylsulfonamide) and of its Disodium(tetramethanol-dihydrate) Salt
  11. Wechselwirkungen in Molekülkristallen, 162 [1, 2]. Di(arylsulfonyl)amine – geeignete Liganden für lipophil umhüllte Polyionen-Aggregate mit Cs⊕ -Schichten variabler Dicke / Interaction in Molecular Crystals, 162 [1, 2]. Di(arylsulfonyl)amines – Ligands for Lipophilically Wrapped Polyion Aggregates with Cs⊕ -Layers of Variable Thickness
  12. Crystal Structure and Magnetic Properties of a Binuclear Copper(II) Complex Bridged by an Alkoxo-oxygen Atom and an Acetate Ion
  13. Transition Metal Complexes of Derivatized Chiral Dihydro-1,2,4-triazin-6-ones. Part III [1]. X-Ray Crystal Structure Analysis of N,N’-Bis[(1-phenyl-5-isopropyl-4,5-dihydro-6-oxo-1,2,4-triazin-3-yl)ethylidene]- propane-1,3-diamine Nickel(II)
  14. X-Ray Crystal Structure Analysis of Substituted 5-(2,3-Dihydro-7-benzofuryl)- 2-methylpyrazolo[4,3-d]pyrimidin-7-one (iso-Biagra) [1]
  15. Formation and Structure of Cinchona Alkaloid (Bis-2,3-naphthalenediyl)orthoborate Salts
  16. Structural Investigation of Two 4-AryIhexahydro-1H,3H-pyrido[1,2-c]pyrimidine-1,3-diones
  17. 3-Hexyne Complexes of M olybdenum(II) and Tungsten(II) Containing 2, 2 '-Bipyridine. X-Ray Crystal Structure of [MoI2(CO)(bipy)(η2-EtC2Et)]
  18. 3.4-D ihydro-1, 2, 3, 4-tetramethyl- pentafulvalene and its Conversion to Ferrocenes
https://doi.org/10.1515/znb-2000-1109
Keywords for this article
Nonadentate Ligand; Schiff Base; Nickel

Articles in the same Issue

  1. Generation of Bis[2,6-di(4-methoxy-phenyl)phenyl]plumbylene and its Insertion into n-Butyliodide to Give a Tetrahedral Triorganolead(IV) Iodide
  2. Tris[(triphenylphosphine)gold(I)]oxonium Dihydrogentrifluoride as the Product of an Attempted Preparation of [(Triphenylphosphine)gold(I)] Fluoride
  3. Crystal and Molecular Structures of the Functional Lithium Cyclopentadienides [Li(tmeda)][R2PCMe2C5H4], R = Ph, Me
  4. CD-Spectroscopic Investigations for the Determination of the Absolute Configuration of α-Alkylated 1,4-CycIohexanedione Derivatives
  5. Carbacylamidophosphates: Synthethis and Structure of N,N'-Tetramethyl-N''-p-chlorobenzoyIphosphoryltriamide and N,N'-Tetramethyl-NM-o-fluorobenzoylphosphoryltriamide
  6. The Hydrogen Bond Networks in Nicinquinium Salts
  7. Condensed [PtIn3/3] and [PtIn6/6] Units as Structural Motifs in ScPtln, TbPtln, and HoPtln
  8. Darstellung, 11B-, 13C-NMR- und Schwingungsspektren von Cs2[B6H5(p-C6H4(NO2))] und Cs2[B6H5(C6H3-l-(CH3)-5-(NO2))] sowie Kristallstruktur von (CH2Py2)[B6Cl5(p-C6H4(NO2))]·CH3CN / Preparation, 11B , 13C-NMR and Vibrational Spectra of Cs2[B6H5(p-C6H4(NO2))], Cs2[B6H5 (C6H3-1 -(CH3 )-5-(NO2))] and Crystal Structure of (CH2Py2)[B6Cl5(p-C6H4(NO2))]·CH3CN
  9. Uniform Sidearm Derivatisations in a Tetrapodal Pentaamine: Ligands with NN4 O4 Donor Sets, and a Bis(Ferrocenecarbaldehyde Aminal)
  10. Die Kristallstrukturen von Phenylen-1,4-bis(4-nitrophenylsulfonamid) und seines Dinatrium(tetramethanol-dihydrat)-Salzes / Interaction in Molecular Crystals, 161 [1, 2]. The Crystal Structures of Phenylene-1,4- bis(4-nitrophenylsulfonamide) and of its Disodium(tetramethanol-dihydrate) Salt
  11. Wechselwirkungen in Molekülkristallen, 162 [1, 2]. Di(arylsulfonyl)amine – geeignete Liganden für lipophil umhüllte Polyionen-Aggregate mit Cs⊕ -Schichten variabler Dicke / Interaction in Molecular Crystals, 162 [1, 2]. Di(arylsulfonyl)amines – Ligands for Lipophilically Wrapped Polyion Aggregates with Cs⊕ -Layers of Variable Thickness
  12. Crystal Structure and Magnetic Properties of a Binuclear Copper(II) Complex Bridged by an Alkoxo-oxygen Atom and an Acetate Ion
  13. Transition Metal Complexes of Derivatized Chiral Dihydro-1,2,4-triazin-6-ones. Part III [1]. X-Ray Crystal Structure Analysis of N,N’-Bis[(1-phenyl-5-isopropyl-4,5-dihydro-6-oxo-1,2,4-triazin-3-yl)ethylidene]- propane-1,3-diamine Nickel(II)
  14. X-Ray Crystal Structure Analysis of Substituted 5-(2,3-Dihydro-7-benzofuryl)- 2-methylpyrazolo[4,3-d]pyrimidin-7-one (iso-Biagra) [1]
  15. Formation and Structure of Cinchona Alkaloid (Bis-2,3-naphthalenediyl)orthoborate Salts
  16. Structural Investigation of Two 4-AryIhexahydro-1H,3H-pyrido[1,2-c]pyrimidine-1,3-diones
  17. 3-Hexyne Complexes of M olybdenum(II) and Tungsten(II) Containing 2, 2 '-Bipyridine. X-Ray Crystal Structure of [MoI2(CO)(bipy)(η2-EtC2Et)]
  18. 3.4-D ihydro-1, 2, 3, 4-tetramethyl- pentafulvalene and its Conversion to Ferrocenes
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